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Kennel & Schmenger
Ergonomic Riding Ankle Boots
$580.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Ernest W. Baker
Black Western Boots
$615.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Kennel & Schmenger
Black Adem Ankle Boots
$480.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Kennel & Schmenger
Black Adem Ankle Boots
$480.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Maison Margiela
Black Embroidered Cowboy Boots
$1,125.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Represent
Crepe Chelsea Boots
$305.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 45More details
Paul Smith
Brown Suede Lawson Chelsea Boots
$495.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11 UK 12More details
Merrell
Beige Moab 3 Mid Waterproof Boots
$150.00Shipping: Free
US 7 US 7.5 US 8 US 8.5 US 9 US 9.5 US 10 US 10.5 US 11 US 12 US 13More details
Maison Margiela
White Painted Cowboy Boots
$1,250.00Shipping: Free
IT 41 IT 43 IT 44 IT 45More details
Ernest W. Baker
Black Studded Western Boots
$660.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Ernest W. Baker
Black Western Boots
$630.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Ernest W. Baker
Black Western Boots
$615.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Alexander McQueen
Black Sofa Chelsea Boots
$1,290.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44More details
MARSÈLL
Gray Parapana Lace Up Ankle Boots
$940.00Shipping: Free
IT 39.5 IT 40.5 IT 41 IT 41.5 IT 43 IT 44.5More details
Dr. Martens
Black 2976 Polished Smooth Platform Chelsea Boots
$210.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11 UK 12More details
Maison Margiela
Black Tabi Ankle Boots
$1,420.00Shipping: Free
IT 39 IT 40 IT 42 IT 43 IT 44 IT 45 IT 46More details
Rick Owens
Black Porterville Beatle Bozo Tractor Chelsea Boots
$1,340.00Shipping: Free
IT 39.5 IT 40.5 IT 41.5 IT 42 IT 42.5 IT 44 IT 46More details
CRAIG GREEN
ECCO.kollektive Edition Joke Pull On Chelsea Boots
$375.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Dr. Martens
Black Graeme Analine Leather Chelsea Boots
$170.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11 UK 12More details
Tod's
Extralight suede desert boots
$676.00Shipping: Free over $400.00
US 8.5 US 9 US 9.5 US 10 US 10.5 US 11 US 11.5 US 12 US 12.5 US 13 US 13.5More details
Tod's
Suede desert boots
$725.00Shipping: Free over $400.00
US 8.5 US 9 US 9.5 US 10 US 10.5 US 11 US 11.5 US 12 US 12.5 US 13.5 US 14.5More details
Tod's
Suede desert boots
$745.00Shipping: Free over $400.00
US 7.5 US 8.5 US 9.5 US 10 US 10.5 US 11 US 11.5 US 12 US 12.5 US 13.5More details
Magnanni
Men's Tacna Leather Chukka Boots
$795.007D 8.5D 8D 9.5D 13DMore details
Duke & Dexter
Men's Moby Snake-Print Leather Chukka Boots
$320.008D 9D 10D 11D 12D 13DMore details
Rodd & Gunn
Men's Freyberg Chelsea Boots
$228.0041 EU (8D US) 42 EU (9D US) 43 EU (10D US) 44 EU (11D US) 45 EU (12D US) 46 EU (13D US)More details
Rodd & Gunn
Men's Franz Military Boots
$228.0040 EU (7D US) 41 EU (8D US) 43 EU (10D US) 44 EU (11D US) 46 EU (13D US) 47 EU (14D US)More details
Alexander McQueen
Men's Sparrow Leather Cuban Boots
$1,350.0041 EU (8D US) 42 EU (9D US) 43 EU (10D US) 44 EU (11D US) 45 EU (12D US)More details
Balenciaga
Men's Strike Used-Effect Calfskin Combat Boots
$1,300.0040 EU (7D US) 41 EU (8D US) 42 EU (9D US) 43 EU (10D US) 44 EU (11D US)More details
Golden Goose
Men's Wish Star Leather Low Western Boots
$920.0041 EU (8D US) 42 EU (9D US) 43 EU (10D US) 44 EU (11D US) 45 EU (12D US) 46 EU (13D US)More details
Frye
Men's Leather Harness Boots
$458.008.5D 8D 9.5D 9D 10.5D 10D 11.5D 11D 12D 13DMore details
Gucci
Men's Sherlin GG Canvas Lace-Up Boots
$1,100.007 UK (8D US) 8 UK (9D US) 9 UK (10D US) 10 UK (11D US) 11 UK (12D US) 12 UK (13D US)More details
Gucci
Men's Sherlin GG Canvas Lace-Up Boots
$1,100.007 UK (8D US) 8 UK (9D US) 9 UK (10D US) 10 UK (11D US) 11 UK (12D US) 12 UK (13D US) 13 UK (14D US)More details
Bontoni
Men's Dotto Norwegian Ankle Boots
$1,590.00Shipping: Free
40 EU (7D US) 41 EU (8D US) 41.5 EU (8.5D US) 44.5 EU(11.5D US) 46 EU (13D US)More details
BRIONI
Men's Leather Chelsea Boots
$1,950.00Shipping: Free
7 UK (8D US) 8 UK (9D US) 10 UK (11D US) 10.5 UK(11.5D US) 11 UK (12D US) 12 UK (13D US)More details
Clarks
Men's Wallabee Core Boot in , Men's at Urban Outfitters
$160.00Shipping: Free over $75.00
M 8 M 9 M 9.5 M 10 M 10.5 M 11 M 12More details
OUR LEGACY
Camion leather ankle boots
$675.00Shipping: Free over $400.00
US 6 US 7 US 8 US 9 US 10 US 11 US 12 US 13More details
Rick Owens
Ankle Boots, male, , Size: 12 US Side Zip Rubber Sole Shoes
$1,188.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 11 US 12 USMore details- SALE
Alexander McQueen
Chelsea Boots, male, , Size: 11 US Stylish Leather Ankle Boots
$932.00$1,036.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 11 US 12 USMore details - SALE
Red Wing
Laced Shoes, male, , Size: 11 US Caramel Leather Lace-Up Boots
$282.00$313.00Shipping: Free over $100.00
7 1/2 US 7 US 8 1/2 US 9 1/2 US 9 US 10 US 11 USMore details - SALE
ROA
Lace-up Boots, male, , Size: 8 US Two-tone leather ankle boots
$357.00$475.00Shipping: Free over $100.00
7 US 8 US 9 US 11 US 12 USMore details - SALE
UGG
Winter Boots, male, , Size: 9 US Mini Leather Ankle Boots with Shearling
$146.00$162.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 11 US 12 USMore details - SALE
Tod's
Lace-up Boots, male, , Size: 10 US Cognac Suede Boots
$727.00$808.00Shipping: Free over $100.00
7 US 8 US 9 1/2 US 9 US 10 USMore details 
Red Wing
Lace-up Boots, male, , Size: 9 US Leather Lace-up Ankle Boots
$317.00Shipping: Free over $100.00
7 1/2 US 8 1/2 US 8 US 9 1/2 US 9 US 10 US 11 USMore details- SALE
Alexander McQueen
Chelsea Boots, male, , Size: 12 US Leather High Boot
$932.00$1,036.00Shipping: Free over $100.00
8 US 9 US 10 US 11 US 12 USMore details - SALE
santoni
Ankle Boots, male, , Size: 6 US Caramel Suede Ankle Boots
$342.00$684.00Shipping: Free over $100.00
6 1/2 US 6 US 7 1/2 US 7 US 8 USMore details - SALE
Premiata
Lace-up Boots, male, , Size: 10 US leather ankle boots
$510.00$637.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 12 USMore details 
Red Wing
Lace-up Boots, male, , Size: 10 US Classic Chelsea Leather Boot
$436.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 11 US 12 USMore details
Maison Margiela
Cowboy Boots, male, , Size: 7 US Stylish Shoe P8299 H5515
$941.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 12 USMore details
Nubikk
Lace-up Boots, male, , Size: 7 US Ethan Harvey Lace-up Boots
$274.00Shipping: Free over $100.00
7 US 8 US 10 US 11 US 12 USMore details
Timberland
Lace-up Boots, male, , Size: 11 US Nubuck Leather Boots Waterproof
$209.00Shipping: Free over $100.00
7 1/2 US 7 US 8 1/2 US 9 US 11 USMore details- SALE
santoni
Ankle Boots, male, , Size: 6 US Desert Ankle Boots
$926.00$1,340.00Shipping: Free over $100.00
5 US 6 US 7 US 8 US 9 US 10 US 11 USMore details 
Balenciaga
Rain Boots, male, , Size: 9 US Platform Boots with Embossed Logo
$618.00Shipping: Free over $100.00
7 US 8 US 9 US 10 US 11 USMore details
Maison Margiela
Black Tabi Ankle Boots
$1,550.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
COMMON PROJECTS
Black Classic Chelsea Boots
$680.00Shipping: Free
IT 40 IT 41 IT 42 IT 44 IT 45More details
Paul Smith
Tan Cedric Chelsea Boots
$295.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11More details
VERSACE
Black Adriano Chelsea Boots
$1,150.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 44.5 IT 45More details
MARSÈLL
SSENSE Exclusive Gray Cassapana Ankle Boots
$1,255.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Maison Margiela
Brown Tabi Ankle Boots
$1,590.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Rick Owens
Black Hollywood Beatle Bogun Chelsea Boots
$1,510.00Shipping: Free
IT 39 IT 40 IT 40.5 IT 41 IT 42 IT 42.5 IT 43 IT 43.5 IT 44 IT 45 IT 45.5 IT 46More details
Rick Owens
Black Hollywood Beatle Mega Tractor Chelsea Boots
$1,600.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 42.5 IT 43 IT 43.5 IT 44 IT 44.5 IT 45 IT 45.5 IT 46More details
LEMAIRE
Black Vegetable-Tanned Chelsea Boots
$1,095.00Shipping: Free
IT 39 IT 41 IT 42 IT 43 IT 44 IT 45More details
Burberry
Black & Gray Leather Creeper Low Chelsea Boots
$1,190.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 45 IT 46More details
Maison Margiela
Black Tabi Chelsea Boots
$1,500.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
MARSÈLL
Zucca Media Lace-Up Ankle Boots
$1,225.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
Bottega Veneta
Green Swell Chelsea Boots
$1,450.00Shipping: Free
IT 38 IT 38.5 IT 39 IT 39.5 IT 40More details
Paul Smith
Black Cedric Chelsea Boots
$375.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11More details
Golden Goose
Leather Chelsea Boots
$710.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 45More details
MARSÈLL
SSENSE Exclusive Cassapana Ankle Boots
$1,255.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
COMMON PROJECTS
Brown Waxed Suede Chelsea Boots
$670.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
LEMAIRE
Brown Vegetable-Tanned Chelsea Boots
$1,095.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Rick Owens
Beige Hollywood Beatle Mega Tractor Chelsea Boots
$1,630.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
MARSÈLL
Cassello Ankle Boots
$1,365.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
MARSÈLL
SSENSE Exclusive Brown Zucca Media Ankle Boots
$1,225.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Dr. Martens
Black DMXL Zip Chelsea Boots
$170.00Shipping: Free
UK 5 UK 6 UK 7 UK 8 UK 9 UK 11More details
Diesel
Black D-Donald Montone Chelsea Boots
$650.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 44 IT 45More details
TOGA VIRILIS
SSENSE Exclusive Leather Chelsea Boots
$610.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
ANN DEMEULEMEESTER
Heiko Ankle Boots
$1,390.00Shipping: Free
IT 40 IT 41 IT 42 IT 42.5 IT 43 IT 44 IT 46More details
Maison Margiela
Black Tabi County Chelsea Boots
$1,650.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 46More details
Bottega Veneta
Black Torino Ankle Boots
$1,500.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Rick Owens
Black Hollywood Beatle Bozo Tractor Chelsea Boots
$1,410.00Shipping: Free
IT 39.5 IT 40 IT 40.5 IT 41 IT 41.5 IT 42 IT 42.5 IT 43 IT 43.5 IT 44 IT 45 IT 45.5 IT 46More details
Officine creative
Brown Chronicle 123 Chelsea Boots
$615.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 45 IT 46More details
Coach
Dalton Chelsea Boots
$295.00Shipping: Free
US 7 US 8 US 9 US 10 US 11 US 12 US 13More details
TOGA VIRILIS
SSENSE Exclusive Black Chelsea Boots
$625.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44More details
Maison Margiela
Black Tabi Ankle Boots
$1,420.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
TOGA VIRILIS
Square Toe Chelsea Boots
$590.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43More details
Maison Margiela
Black Stitch-Out Ankle Boots
$695.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43.5 IT 44 IT 44.5 IT 45 IT 45.5More details
Maison Margiela
Brown Tabi Ankle Boots
$1,420.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
ADIEU PARIS
Type 188 Chelsea Boots
$640.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44More details
Stefan Cooke
Slashed Chelsea Boots
$650.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
Paul Smith
Black Cedric Chelsea Boots
$375.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11More details
MARSÈLL
SSENSE Exclusive Gray Zucca Media Ankle Boots
$1,225.00Shipping: Free
IT 40 IT 41 IT 42 IT 44 IT 45 IT 46More details
Paul Smith
Brown Cedric Chelsea Boots
$375.00Shipping: Free
UK 6 UK 7 UK 8 UK 9 UK 10 UK 11More details
MARSÈLL
SSENSE Exclusive White Cassapana Ankle Boots
$1,255.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 45More details
ADIEU PARIS
Type 191 Chelsea Boots
$630.00Shipping: Free
IT 40 IT 41 IT 42 IT 44 IT 45 IT 46More details
Paul Smith
Black Leather Lawson Chelsea Boots
$495.00Shipping: Free
UK 7 UK 9 UK 10 UK 11 UK 12More details
TOGA VIRILIS
SSENSE Exclusive Black Calfskin Chelsea Boots
$580.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44 IT 46More details
Rick Owens
Beige Hollywood Beatle Mega Tractor Chelsea Boots
$1,735.00Shipping: Free
IT 40 IT 41 IT 42 IT 42.5 IT 43 IT 44 IT 45 IT 46More details
Maison Margiela
Black Tabi Ankle Boots
$1,550.00Shipping: Free
IT 39 IT 40 IT 41 IT 42 IT 43 IT 45 IT 46More details
COMMON PROJECTS
Brown Classic Chelsea Boots
$680.00Shipping: Free
IT 41 IT 42 IT 43 IT 44 IT 45 IT 46More details
MARSÈLL
SSENSE Exclusive Brown Cassapana Ankle Boots
$1,255.00Shipping: Free
IT 40 IT 41 IT 42 IT 43 IT 44More details
Men's boots are practical and stylish. They're perfect for those who live somewhere a little colder than our friends in the south. We love a pair of Chelsea boots or Ankle boots paired with a pair of jeans and a casual shirt for a chill-out look that will work all weekend long. Looking for longevity? Pick a pair of leather boots that will work with most things in your wardrobe. Looking for a specific size, color, or style? Use the category filters to find exactly what you are looking for.